Anthranilic Acid → HCID 19974595, 화합물

HRID 1451640노트

반응식

HRID 1451640 반응식
Cl[C:2]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:13]([OH:22])(=[O:21])[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[NH2:16].C(=O)([O-])[O-].[K+].[K+].O>COCCOCCO.[Cu]>[C:13]([C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH:16][C:2]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])([OH:22])=[O:21]

참가 물질

7

반응물 4

HCID 227Anthranilic AcidHCID 962WaterHCID 11430Potassium CarbonateHCID 6088142-Chloro-5-(methylsulfanyl)benzoic acid

생성물 1

HCID 19974595HCID 19974595, 화합물수율 30.1%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 8134Diethylene Glycol Monomethyl Ether용매

실험 절차

A mixture of 2-chloro-5-(methylthio)benzoic acid (10 g), anthranilic acid (7 g), potassium carbonate (14 g) and copper (1 g) in 2-(2-methoxyethoxy)ethanol (100 ml) was heated at 180° for 24 h. Water (400 ml) was then added, and the catalyst was filtered off. The filtrate was acidified with dilute hydrochloric acid. The resulting precipitate was filtered off, washed with water, dried, and crystallised from methanol to give the title compound (4.5 g) as crystals. IR includes peaks at 3300 cm-1 (NH) and 1700 cm-1 (CO2H).

후처리

  1. temperaturewas heated at 180° for 24 h
  2. filtrationthe catalyst was filtered off
  3. filtrationThe resulting precipitate was filtered off
  4. washwashed with water
  5. customdried
  6. customcrystallised from methanol

출처 및 근거

ORD 기록
ord-e5607978b25d4d04a49c679fdfc77762
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05604237

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